23761 Winding Way Milton, DE 19968
Estimated payment $6,036/month
Highlights
- Guest House
- Indoor Pool
- 7.47 Acre Lot
- Milton Elementary School Rated A
- View of Trees or Woods
- Contemporary Architecture
About This Home
THE ULTIMATE COASTAL SANCTUARY! Experience this tranquil forest estate on this lovingly maintained 7.47-acre estate bordering the majestic Redden Forest. This one-of-a-kind architectural masterpiece offers a rare blend of total privacy and prime location, creating a park-like atmosphere that remains a cool summer oasis and a sun-drenched winter retreat. The expansive 8,057-square-foot custom-built main residence defines grand-scale living across four meticulously planned levels, all easily accessible via a private residential elevator. At the heart of the home, a breathtaking two-story great room features walls of glass that frame panoramic forest views and fill the open-concept floor plan with dappled sunlight. The chef’s kitchen is a model of functional elegance, boasting soft-close cabinetry and abundant storage, while a signature spiral staircase leads to a third-floor study nestled high within the tree canopy for the ultimate peaceful escape. Luxury amenities abound, including a spectacular indoor spa wing with vaulted ceilings - maintained by a premium Desert Aire climate system - and an adjoining greenhouse for the botanical enthusiast. Outdoor living is equally refined, featuring a stone path that leads to a custom fire pit with circular stone seating, perfect for starlit gatherings. For the hobbyist or traveler, the oversized three-vehicle garage includes a specialized bay with a 20-foot door to accommodate a large RV or boat. Adding to the estate's versatility is a charming 532-square-foot detached guest cottage, complete with a kitchenette, full bath, and sunroom; ideal for a studio, home office, or extended family. Perfectly positioned just 30 minutes from the Rehoboth Beach boardwalk and Cape Henlopen State Park, this estate offers the best of both worlds: nature’s tranquility and vibrant coastal convenience. Bring your vision to this incredible property and create your personal legacy retreat. Schedule your private tour today!
Listing Agent
(302) 645-6661 leeann@leeanngroup.com Berkshire Hathaway HomeServices PenFed Realty Brokerage Phone: 3026456661 License #RA-0002064 Listed on: 03/06/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $2,479
Year Built
- Built in 2006
Lot Details
- 7.47 Acre Lot
- Lot Dimensions are 225.00 x 1074.90 x 399.23 x 1035.44
- Extensive Hardscape
- Private Lot
- Sprinkler System
- Wooded Lot
- Property is zoned AR-1
Parking
- 6 Garage Spaces | 4 Direct Access and 2 Detached
- 10 Driveway Spaces
- Parking Storage or Cabinetry
- Front Facing Garage
Property Views
- Woods
- Garden
Home Design
- Contemporary Architecture
- Slab Foundation
- Frame Construction
- Shingle Roof
- Stick Built Home
Interior Spaces
- 8,057 Sq Ft Home
- Property has 3.5 Levels
- Vaulted Ceiling
- Ceiling Fan
- Recessed Lighting
- 1 Fireplace
- Entrance Foyer
- Great Room
- Dining Room
- Loft
- Bonus Room
- Solarium
- Storage Room
- Utility Room
- Partial Basement
Kitchen
- Built-In Double Oven
- Electric Oven or Range
- Cooktop
- Microwave
- Extra Refrigerator or Freezer
- Dishwasher
- Kitchen Island
Flooring
- Engineered Wood
- Carpet
- Concrete
Bedrooms and Bathrooms
- En-Suite Bathroom
- Walk-In Closet
- Walk-in Shower
Laundry
- Laundry Room
- Laundry on upper level
- Dryer
- Washer
Accessible Home Design
- Accessible Elevator Installed
- Grab Bars
Pool
- Indoor Pool
- Pool and Spa
Outdoor Features
- Multiple Balconies
- Patio
- Wood or Metal Shed
- Outbuilding
- Playground
Additional Homes
- Guest House
Utilities
- Zoned Heating and Cooling System
- Back Up Gas Heat Pump System
- Heating System Powered By Owned Propane
- Wall Furnace
- Water Treatment System
- Well
- Propane Water Heater
- Capping Fill
- Low Pressure Pipe
Community Details
- No Home Owners Association
Listing and Financial Details
- Tax Lot 85
- Assessor Parcel Number 235-25.00-68.00
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $2,229 | $92,650 | $3,750 | $88,900 |
| 2024 | $4,317 | $92,650 | $3,750 | $88,900 |
| 2023 | $4,313 | $92,650 | $3,750 | $88,900 |
| 2022 | $4,154 | $92,650 | $3,750 | $88,900 |
| 2021 | $3,963 | $92,650 | $3,750 | $88,900 |
| 2020 | $3,950 | $92,650 | $3,750 | $88,900 |
| 2019 | $3,956 | $92,650 | $3,750 | $88,900 |
| 2018 | $3,669 | $92,650 | $0 | $0 |
| 2017 | $3,496 | $92,650 | $0 | $0 |
| 2016 | $3,201 | $92,650 | $0 | $0 |
| 2015 | $3,036 | $92,650 | $0 | $0 |
| 2014 | $3,010 | $92,650 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 03/25/2026 03/25/26 | Pending | -- | -- | -- |
| 03/06/2026 03/06/26 | For Sale | $1,099,500 | -- | $136 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | -- | Fuqua Williard & Schab Pa | |
| Deed | $80,000 | -- |
Source: Bright MLS
MLS Number: DESU2106276
APN: 235-25.00-68.00
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